Syntheses and crystal structures of two new cationic 3,5-dimethylpyrazole derivatives containing organoiron mixed-sandwiches as substituent groups

Journal of Organometallic Chemistry

Volumn 694, Issue 13, 2009, Pages 2043-2046

  Manzur, Carolina ^a   Millán, Lorena ^a   Fuentealba, Mauricio ^b   Trujillo, Alexander ^a   Carrillo, David ^a  

^a Facultad de Ciencias   (Chile)

^b DEPARTAMENTO DE FÍSICA   (Chile)

Author keywords

2,4 Pentanedione; Mixed sandwiches; Organometallic pyrazoles; Pyrazole derivatives; X ray structures

Indexed keywords

2,4-PENTANEDIONE; ELEMENTAL ANALYSIS; MIXED-SANDWICHES; NMR SPECTROSCOPIES; PYRAZOLE DERIVATIVES; SANDWICH MOIETIES; SINGLE-CRYSTAL X-RAY DIFFRACTION ANALYSIS; SPACE GROUPS; X-RAY STRUCTURES;

ACETONITRILE; DYES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLICS; SINGLE CRYSTALS; WETLANDS;

X RAY DIFFRACTION ANALYSIS;

EID: 65449116823     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2009.01.053     Document Type: Article

References (58)

1. Barceló M., Raviña E., Masaguer C.F., Domínguez E., Areias F.M., Brea J., and Loza M.I. Bioorg. Med. Chem. Lett. 17 (2007) 4873
2. Nahum F., Kasiotis K.M., Magiatis P., and Haroutounian S.A. Molecules 12 (2007) 1259
3. Gökhan-Kelekci N., Yabanoglu S., Küpeli E., Salgm U., Özgen O., Ucar G., Yesilada E., Kendi E., Yesilada A., and Altan Bilgin A. Bioorg. Med. Chem. Lett. 15 (2007) 5775
4. Cottineau B., Chenault J., and Guillaumet G. Tetrahedron Lett. 47 (2006) 817
5. Bekhit A.A., Ashour H.M., and Guemei A.A. Arch. Pharm. (Weinheim) 338 (2005) 167
6. Lee K.Y., Kim J.M., and Kim J.N. Tetrahedron Lett. 44 (2003) 6737
7. Elguero J., Goya P., Jagerovic N., and Silva A.M.S. Targets Heterocycl. Syst. 6 (2002) 52
8. L.C. Behr, R. Fusco, C.H. Jarboe, in: Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings, ed. R. H. Wiley, Interscience Publishers, New York, 1967.
9. Gürsoy A., Demirayak S., Capan G., Erol K., and Vural K. Eur. J. Med. Chem. 35 (2000) 359
10. Janus S.L., Magdif A.Z., Erik B.P., and Claus N. Monatsh. Chem. 130 (1999) 1167
11. Badawey E.S.A.M., and El-Ashmawey I. Eur. J. Med. Chem. 33 (1998) 349
12. Badawey E., and El-Ashmawey I.M. Eur. J. Med. Chem. 33 (1998) 349
13. Chen H.S., and Li Z.M. Chem. J. Chin. Univ. 19 (1998) 572
14. Katayama H., and Oshiyama T. Can. J. Chem. 75 (1997) 913
15. Kees K.L., Fitzgerald Jr. J.J., Steiner K.E., Mates J.F., Mihan B., Tosi T., Mondoro D., and McCaleb M.L. J. Med. Chem. 39 (1996) 3920
16. Elguero J. In: Katritzky A.R., Rees C.W., and Scriven E.F.V. (Eds). Comprehensive Heterocyclic Chemistry II vol. 3 (1996), Pergamon Press, Oxford 1
17. Bruno O., Remise A., Bondavalli F., Schenone P., D'Amico M., Filippelli A., Fillippelli W., and Rossi F. Il Farmaco 48 (1993) 949
18. Mahajan R.N., Havaldar F.H., and Fernandes P.S. J. Indian Chem. Soc. 68 (1991) 245
19. Bailey D.M., Hansen P.E., Hlavac A.G., Baizman E.R., Pearl J., Defelice A.F., and Feigenson M.E. J. Med. Chem. 28 (1985) 256
20. Hatheway G.J., Hansch C., Kim K.H., Milstein S.R., Schimidt C.L., Smith R.N., and Quin F.R. J. Med. Chem. 21 (1978) 563
21. Xie Y.-S., Pan X.-H., Zhao B.-X., Liu J.-T., Shin D.-S., Zhang J.-H., Zheng L.-W., Zhao J., and Miao J.-Y. J. Organomet. Chem. 693 (2008) 1367
22. Zora M., Pinar A.N., Odabasoglu M., Büyükgüngör O., and Turgut G. J. Organomet. Chem. 693 (2008) 145
23. Zora M., and Görmen M. J. Organomet. Chem. 692 (2007) 5026
24. Shi Y.-C., Sui C.-X., Cheng H.-J., and Zhu B.-B. J. Chem. Crystallogr. 37 (2007) 407
25. Yu H., Shao L., and Fang J. J. Organomet. Chem. 692 (2007) 991
26. Shi Y.-C., Zhu B.-B., and Sui C.-X. Acta Cryst. E62 (2006) m2389
27. Shi Y.-C., Zhu B.-B., and Sui C.-X. Acta Cryst. E62 (2006) m2781
28. Shi Y.-C., and Sui C.-X. H.-J. Acta Cryst. E61 (2005) m1563
29. Cottineau B., Toto P., Marot C., Pipaud A., and Chenault J. Bioorg. Med. Chem. Lett. 12 (2002) 2105
30. Sun H., Wang Q., Huang R., and Li H. J. Organomet. Chem. 655 (2002) 182
31. Huang R., and Wang Q. J. Organomet. Chem. 637/639 (2001) 94
32. Jaouen G., Top S., Leclercq G., and McGlinchey M. J. Curr. Med. Chem. 11 (2004) 2505
33. Fang J., Li Z., and Liu W. J. Organomet. Chem. 674 (2003) 1
34. Top S., Vessieres A., Leclerq G., Quivy J., Tang J., Vaissermann J., Huche M., and Jaouen G. Chem. Eur. J. 9 (2003) 5223
35. Biot C., Delhaes L., N'Diaye C.M., Maciejewski L.A., Camus D., Dive D., and Brocard J.S. Bioorg. Med. Chem. 7 (1999) 2843
36. Manzur C., Baeza E., Millan L., Fuentealba M., Hamon P., Hamon J.-R., Boys D., and Carrillo D. J. Organomet. Chem. 608 (2000) 126
37. Fuentealba M., Toupet L., Manzur C., Carrillo D., Ledoux-Rak I., and Hamon J.-R. J. Organomet. Chem. 692 (2007) 1099
38. Millán L., Fuentealba M., Manzur C., Carrillo D., Faux N., Caro B., Robin-Le Guen F., Sinbandhit S., Ledoux-Rak I., and Hamon J.-R. Eur. J. Inorg. Chem. (2006) 1131
39. Figueroa W., Fuentealba M., Manzur C., Vega A.I., Carrillo D., and Hamon J.-R. C. R. Chimie 8 (2005) 1268
40. Manzur C., Millán L., Fuentealba M., Mata J.A., Carrillo D., and Hamon J.-R. J. Organomet. Chem. 690 (2005) 1265
41. Manzur C., Zúñiga C., Millán L., Fuentealba M., Mata J.A., Hamon J.-R., and Carrillo D. New J. Chem. 28 (2004) 134
42. Figueroa W., Fuentealba M., Manzur C., Carrillo D., Vega A.I., Saillard J.-Y., and Hamon J.-R. Organometallics 23 (2004) 2515
43. Manzur C., Millán L., Figueroa W., Boys D., Hamon J.-R., and Carrillo D. Organometallics 22 (2003) 153
44. Trujillo A., Fuentealba M., Manzur C., Carrillo D., and Hamon J.-R. J. Organomet. Chem. 681 (2003) 150
45. Figueroa W., Fuentealba M., Manzur C., Carrillo D., Mata J.A., and Hamon J.-R. J. Chil. Chem. Soc. 48 (2003) 75
46. Manzur C., Fuentealba M., Millán L., Gajardo F., Carrillo D., Mata J.A., Sinbandhit S., Hamon P., Hamon J.-R., Kahlal S., and Saillard J.-Y. New J. Chem. 26 (2002) 213
47. Manzur C., Fuentealba M., Millan L., Gajardo F., Garland M.T., Baggio R., Mata J.A., Hamon J.-R., and Carrillo D. J. Organomet. Chem. 660 (2002) 71
48. Manzur C., Millán L., Figueroa W., Hamon J.-R., Mata J.A., and Carrillo D. Bol. Soc. Chil. Quim. 47 (2002) 431
49. Manzur C., Fuentealba M., Carrillo D., Boys D., and Hamon J.-R. Bol. Soc. Chil. Quim. 46 (2001) 409
50. Manzur C., Millán L., Fuentealba M., Hamon J.-R., and Carrillo D. Tetrahedron Lett. 41 (2000) 3615
51. SAINT-PLUS (Version 6.02), Bruker Analytical X-Ray Systems Inc., Madison, WI, USA, 1999.
52. SHELXTL Reference Manual (Version 6.14). Bruker Analytical X-Ray Systems Inc., Madison, WI, USA, 1998.
53. G. M. Sheldrick, SADABS (Version 2.05), Bruker Analytical X-Ray Systems Inc., Madison, WI, USA, 1999.
54. Mani Naudu S., Krishnaiah M., Sivakumar K., and Sharma R.P. Acta Cryst. C52 (1996) 1056
55. Morrison W.H., Ho E.Y., and Hendrickson D.N. Inorg. Chem. 14 (1975) 500
56. Wong H., Meyer-Friedrischen T., Farrell T., Mecker C., and Heck J. Eur. J. Inorg. Chem. (2000) 631
57. Grepioni F., Cojazzi G., Draper S.M., Scully N., and Braga D. Organometallics 17 (1998) 296
58. Desirayu G.R., and Steiner T. The Weak Hydrogen Bond (1999), Oxford University Press, Inc., New York